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This collection focuses on major events that have occurred to the school and its pupils. This includes the Quatercentenary celebrations and the school's reaction to the COVID-19 pandemic.

The Quatercentenary celebrations compromised of several events including the visit to the school by Queen Elizabeth II and Prince Philip, Quatercentenary ball, and special productions to celebrate the recent opening of the Queen Elizabeth Theatre.

There is a detailed series on the school's Speech Day which includes a comprehensive list of programmes and award winners from the ceremony.

There is a excellent record of items showing how the school reacted to the COVID-19 pandemic. There is general communication to parents and staff, information on the structure of face to face and distance learning teaching, and also an illuminating collection of photographs taken by Ms. Fernandez in 2021.

This collection charts the history and activities of the Old Oakhamian Club. It has excellent records of dinners and events thrown by the club such as reunions, international dinners and Oakham events. Most of the documents are administrative, but there are photographs and correspondence material too.

There are good records on the school's foundation and the club's golfing society. Most of the material has been produced by the Old Oakhamian club or the foundation. Thus, there is a good record of publications and marketing material relating to these events.

A small red book containing staff list, school list and school calendar

Magazine celebrating the School Quatercetenary, stappled; photographs of the Royal Visit on the cover; 44 pages; contents: 1984 - A Personal View, A Backward Glance, Main Events, Summer Term Festivities, The Royal Visit, other Opening Ceremonies

Magazine named Oakhamian Magazine - The Magazine of Oakham School and The Old Oakhamian Club; 131 pages; a photograph of a boy sculpting on the cover; contents: News, Features, Academic, Cover Story, Performing Arts, Jerwoods, Trips And Tours, Pastoral, Community Activities, Sport, Staff News, Beyond Oakham, Old Oakhamian, Foundation ; with various photographs of staff, pupils, house events, plays, sports, trips, buildings

Bound copy of several Oakhamian Magazine; hard, black and red cover

A5 magazine, white cover with the red badge of the school on the cover; 66 pages; contents listed inside: Editorial, This Year's President, Annual Dinner, Annual General Meeting and O.O. Day, Regional Meetings, Oakham's Earliest Headmasters, A breathing Space for Independent Schools?, North to the Future, Quatercentenary Appeal, Major Events 1984, School News, O.O. News, Engagements and Marriages, Births, Deaths, Obituaries, New Members, Address Changes, Golf, Rifle Club, Masonic Lodge, Notices, School Shop/Club Colours, Rugby Fixtures and Diary Dates, A Statistiscal History of Oakham School 1st XI Cricket, Centre Section - oakham School Campus 1984; with a portrait of J.M. Jerwood, a photograph of the Opening of the Wharton Pavilion, a photograpg of a hockey match against Bedford, a map of Campus

A5 magazine, red cover with the badge of the school on the cover; 85 pages; contents listed inside: Editorial, This Year's President, Richard Bull, O.O. Quatercentenary Dinner, A.G.M. and O.O. Day, Regional Reunions, 1984 - A Personal View, The Royal Visit, A Pilot through the Shoals, Life in the Twenties and the Eighties, School News, O.O. News, New Members, Address Changes, Engagements, MArriages, Births, Deaths, Obituaries, O.O. Golfing Society, O.O. Rifle Club, O.O. Masonic Lodge, Notices, Club Colours/School Shop, Rugby Fixtures, Diary Dates, Late News, J.D.B.'s "An Oakham Overture to Poetry", Centre Section - Oakham School Campus 1985; with photographs of the Royal Visit, portraits of Graham Smallbone, S.G. Schanschieff, a photograph of 5 old masters; with a loose document:a programme of the Old Oakhamian Day 08/06/1985; bottom o page 77 has been cut off

Bound Copy of several Old Oakhamian Issues; red, hard cover

Bound Copy of several Old Oakhamian Issues; red, hard cover